Issue 11, 2018

An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)–H functionalization

Abstract

A Mn-promoted intermolecular oxidative radical heteroannulation of N-(2-cyanoaryl)-acrylamides and tertiary silanes has been described, which provides an efficient route to produce silicon/nitrogen heterocycles, sila-analogues of the known carbon-based structural motifs prevalent in bioactive natural products, pharmaceuticals and materials. The reaction enables Si-incorporation by controlling accurately several chemical bond cleavage and formation processes. Moreover, this reaction represents a new one-step construction of 1,3-azasiline-fused quinolinones that was achieved via silyl C(sp3)–H functionalization using an oxidative radical strategy.

Graphical abstract: An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)–H functionalization

Supplementary files

Article information

Article type
Communication
Submitted
22 Nov 2017
Accepted
18 Dec 2017
First published
19 Dec 2017

Chem. Commun., 2018,54, 1367-1370

An access to 1,3-azasiline-fused quinolinones via oxidative heteroannulation involving silyl C(sp3)–H functionalization

L. Wu, Y. Yang, R. Song, J. Yu, J. Li and D. He, Chem. Commun., 2018, 54, 1367 DOI: 10.1039/C7CC08996A

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